Tetracyanoethylene → 4-(Pyrrolidino) tricyanovinylbenzene

HRID 439588

반응식

HRID 439588 반응식
[C:1]1([N:7]2[CH2:11][CH2:10][CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:12]([C:14]([C:20]#[N:21])=[C:15](C#N)[C:16]#[N:17])#[N:13]>CN(C)C=O>[N:7]1([C:1]2[CH:6]=[CH:5][C:4]([C:15]([C:16]#[N:17])=[C:14]([C:20]#[N:21])[C:12]#[N:13])=[CH:3][CH:2]=2)[CH2:11][CH2:10][CH2:9][CH2:8]1

참가 물질

4

반응물 2

HCID 12635TetracyanoethyleneHCID 777261-Phenylpyrrolidine

생성물 1

HCID 545196314-(Pyrrolidino) tricyanovinylbenzene

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
40 °C

실험 절차

4-(pyrrolidino) tricyanovinylbenzene was prepared by mixing 1-phenylpyrrolidine (1.0 g, 6.8 mmol) with tetracyanoethylene (0.9 g, 7 mmol) in 10 mL dimethylformamide at 0° C. The reaction mixture was stirred at room temperature for three hours and at 40° C. for another ten hours. The reaction mixture was quenched with 25 mL water and the dark red colored aqueous solution was extracted with 150 mL methylene chloride and washed several times with water (150 mL). The organic layer was then separated, dried over Na2SO4 and evaporated. The crude products were purified through a silica gel column. The column was eluted with a 1:1 ratio solution of methylene chloride and hexane to yield 1.7 g of the pure product 4 (90% yield).

후처리

  1. customThe reaction mixture was quenched with 25 mL water
  2. extractionthe dark red colored aqueous solution was extracted with 150 mL methylene chloride
  3. washwashed several times with water (150 mL)
  4. customThe organic layer was then separated
  5. dry with materialdried over Na2SO4
  6. customevaporated
  7. customThe crude products were purified through a silica gel column
  8. washThe column was eluted with a 1:1 ratio solution of methylene chloride and hexane

출처 및 근거

ORD 기록
ord-40b90836aa7f4cd4a75babfddc104f60
출처 데이터셋
uspto-grants-1996_05
특허 번호
US05514799

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